Kinetically Stable Complexes in Water: The Role of Hydration and Hydrophobicity

S. M. Biros, E. C. Ullrich, F. Hof, Laurent Alain Claude Trembleau, J. Rebek Jnr

Research output: Contribution to journalArticle

94 Citations (Scopus)

Abstract

We describe here the synthesis and characterization of a molecular receptor that forms kinetically and thermodynamically stable host-guest complexes in water. This cavitand-based host is composed of a preorganized aromatic pocket whose rim is decorated with four negatively charged carboxylate groups. H-1 NMR and isothermal titration calorimetry have been used to characterize the behavior of the resulting complexes in response to changes in pH, buffer identity, and salt concentration and in the presence of sodium dodecyl sulfate micelles.

Original languageEnglish
Pages (from-to)2870-2876
Number of pages6
JournalJournal of the American Chemical Society
Volume126
DOIs
Publication statusPublished - 2004

Keywords

  • MOLECULAR RECOGNITION
  • AQUEOUS-MEDIA
  • SYNTHETIC RECEPTORS
  • AMMONIUM CATIONS
  • CAVITANDS
  • INCLUSION
  • GUEST
  • ACETYLCHOLINE
  • CHEMOSENSOR
  • DERIVATIVES

Cite this